Hotels with Pool & Resorts in Westchester

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Best Westchester Hotels with Pool

Beautiful view of the beach with palm trees

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Frequently asked questions

What are some accommodation options with pools in Westchester?
Congress Plaza Hotel: Hotel, 4-minute walk from Michigan Avenue. Features full, an indoor pool and flat-screen televisions. River Hotel: Hotel steps from Michigan Avenue. Provides 2 restaurants, an indoor pool and a steam room. Eurostars Magnificent Mile: Hotel, 3-minute walk from Merchandise Mart. Features 2 restaurants, a pool and complimentary wireless Internet access. Embassy Suites by Hilton Chicago Downtown River North: Hotel, 3-minute walk from Merchandise Mart. Provides a sauna, an indoor pool and a snack bar/deli. Club Quarters Hotel, Central Loop, Chicago: Hotel, 4-minute walk from Michigan Avenue. Offers a rooftop terrace, a seasonal outdoor pool and LED televisions.
What is there to see and do in Westchester?
While you’re in the area, consider exploring places such as Wrigley Field, Millennium Park and Michigan Avenue. Take a walk along the waterfront at Oak Street Beach and North Avenue Beach. The restaurants and shopping are just some of the things to enjoy while you’re in the area.
When is the best time to book a hotel with a pool in Westchester?
You may want to consider a place to stay that has an outdoor pool if you plan to visit Westchester in the hottest months of July, August or June, when the average temp is 22°C. Accommodation with an indoor pool may be the way to go if you come to town during the coldest months of January, February or December, when the average temp is -1°C.